We have a ASA 5510 as our main firewall, but making some changes I wanted to revert, I just reloaded it over night. This morning when I came in I had to re add the certificate to Java trusted certificates to get ASDM to load.

This has happened to me 3 times now after a reload, is there a way to avoid this?

By default, the ASA (re)generates its self-signed certificate every time the device gets reloaded. In order to keep this from happening, you'll need to go through a handful of steps to manually generate a cert. It's pretty straight forward, and you can find Cisco's how-to here (scroll down to step 1 - that's the part you're interested in):

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By default, the ASA (re)generates its self-signed certificate every time the device gets reloaded. In order to keep this from happening, you'll need to go through a handful of steps to manually generate a cert. It's pretty straight forward, and you can find Cisco's how-to here (scroll down to step 1 - that's the part you're interested in):